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142387

Sigma-Aldrich

2,4,6-Trimethylpyridine

ReagentPlus®, 99%

Synonym(s):

2,4,6-Collidine, sym-Collidine

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About This Item

Empirical Formula (Hill Notation):
C8H11N
CAS Number:
Molecular Weight:
121.18
Beilstein:
107283
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

Quality Level

product line

ReagentPlus®

Assay

99%

form

liquid

refractive index

n20/D 1.498 (lit.)

bp

171-172 °C (lit.)

mp

−43 °C (lit.)

density

0.917 g/mL at 25 °C (lit.)

SMILES string

Cc1cc(C)nc(C)c1

InChI

1S/C8H11N/c1-6-4-7(2)9-8(3)5-6/h4-5H,1-3H3

InChI key

BWZVCCNYKMEVEX-UHFFFAOYSA-N

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General description

2,4,6-Trimethylpyridine is a pyridine derivative. It has a pK of 7.4. The product can react with trifluoroiodomethane in cyclopentane solution to afford 1:1 complex. This complex was investigated by NMR (Nuclear Magnetic Resonance) spectroscopy. Collidine-buffered osmium tetroxide solutions have been prepared by adding osmium tetroxide solution to it. These solutions have been used as fixative for electron microscopic studies.
2,4,6-Trimethylpyridine can undergo oxidation with potassium permanganate to form 2,4,6-pyridinetricarboxylic acid.
Hindered base.

Application

2,4,6-Trimethylpyridine (collidine, s-collidine, 2,4,6-collidine) has been used in the preparation of a library of N-acyl aminocoumarins bearing low-molecular-weight N-acyl groups.
Useful solvent for the cleavage of hindered esters by anhydrous lithium iodide.
Tissue fixative for electron microscopy.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

FlameSkull and crossbones

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

131.0 °F - closed cup

Flash Point(C)

55 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis, structure, photoluminescence and magnetic properties of new 3-D lanthanide-pyridine-2, 4, 6-tricarboxylate frameworks
Li C-J, et al.
CrystEngComm, 10(11), 1645-1652 (2008)
Andrew W Patterson et al.
Nature protocols, 2(2), 424-433 (2007-04-05)
Substrate activity screening (SAS) is a fragment-based method for the rapid development of novel substrates and their conversion into non-peptidic inhibitors of Cys and Ser proteases. The method consists of three steps: (i) a library of N-acyl aminocoumarins with diverse
J Hasegawa et al.
Journal of pharmaceutical sciences, 73(4), 442-445 (1984-04-01)
The pKa of verapamil was determined by measuring the partition coefficient of verapamil between n-heptane and aqueous buffer solution at various pH values. The magnitude of the effects of ionic strength or temperature on the pKa of verapamil was in
W G Dauben et al.
Carbohydrate research, 203(1), 47-56 (1990-08-01)
The yields of disaccharide glycosylation products in tetramethylammonium bromide or silver triflate-collidine activated reactions between hindered alcohols and glycosyl halides were not greatly ++affected when a pressure of 15 kbar was applied. The formation of orthoester products was greatly increased
Janet E Del Bene et al.
The journal of physical chemistry. A, 110(3), 1128-1133 (2006-01-20)
Ab initio EOM-CCSD calculations have been performed on 3:1 FH:NH3 complexes at their own optimized MP2/6-31+G(d,p) geometries and at the optimized geometries in the hydrogen-bonding regions of corresponding 3:1 FH:collidine complexes. The isolated gas-phase equilibrium 3:1 FH:NH3 complex has an

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